3-Methyladenine

Specifications / Handling

More Information
Product Details
Synonyms	3-MA; 3MeA; 6-Amino-3-methylpurine; NSC 66389
Product Type	Chemical
Properties
Formula	C₆H₇N₅
MW	149.2
CAS	5142-23-4
RTECS	AU6520000
Purity Chemicals	≥98%
Appearance	White to off-white solid.
Solubility	Soluble in DMSO (5 mg/ml), DMF (5 mg/ml), ethanol (5 mg/ml) or water (1 mg/ml).
Identity	Determined by ¹H-NMR.
InChi Key	FSASIHFSFGAIJM-UHFFFAOYSA-N
Smiles	CN1C=NC(N)=C2N=CN=C12
Shipping and Handling
Shipping	AMBIENT
Short Term Storage	+4°C
Long Term Storage	-20°C
Handling Advice	Keep cool and dry.
Use/Stability	Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS	Download PDF
Product Specification Sheet
Datasheet	Download PDF

Product-specific References

Description

Potent cell permeable and selective inhibitor of phosphatidyl-inositol 3-kinase (PI3K) [1, 7, 8].
Blocks class I, class II and class III PI3Ks, including some downstream targets [8].
Blocks class I PI3K persistently and class III PI3K transiently [7].
Induces autophagy under nutrient-rich conditions and inhibits starvation-induced autophagy due to differential effects on class I versus class III PI3 kinase [5, 7].
Shows some limited Vps34 preference in vitro compared to PtdIns3Kγ. However, it is typically employed in cellular studies at a concentration of 10 mM, which can inhibit all PtdIns3Ks [8].
Can target other kinases and affect other cellular processes, such as glycogen metabolism, lysosomal acidification, endocytosis and mitochondrial permeability transition [2-4].
Anticancer compound [6, 10, 12].
Neuroprotective [9, 11].
PKA-activation dependent lipolytic agent. Enhances ATGL-dependent hydrolysis of triacylglycerols [13].

Product References

3-Methyladenine: specific inhibitor of autophagic/lysosomal protein degradation in isolated rat hepatocytes: P.O. Seglen & P.B. Gordon; PNAS 79, 1889 (1982)
3-Methyladenine, an inhibitor of autophagy, has multiple effects on metabolism: L.H. Caro, et al.; Eur. J. Biochem. 175, 325 (1988)
3-Methyladenine inhibits transport from late endosomes to lysosomes in cultured rat and mouse fibroblasts: E.L. Punnonen, et al.; Eur. J. Cell Biol. 65, 14 (1994)
Inhibition of mitochondrial permeability transition and release of cytochrome c by anti-apoptotic nucleoside analogues: L. Xue, et al.; Biochem. Pharmacol. 64, 441 (2002)
3-methyladenine inhibits autophagy in tobacco culture cells under sucrose starvation conditions: C. Takatsuka, et al.; Plant Cell Physiol. 45, 265 (2004)
3-Methyladenine suppresses cell migration and invasion of HT1080 fibrosarcoma cells through inhibiting phosphoinositide 3-kinases independently of autophagy inhibition: S. Ito, et al.; Int. J. Oncol. 31, 261 (2007)
Dual role of 3-methyladenine in modulation of autophagy via different temporal patterns of inhibition on class I and III phosphoinositide 3-kinase: Y.T. Wu, et al.; J. Biol. Chem. 285, 10850 (2010)
Finding a fitting shoe for Cinderella: searching for an autophagy inhibitor: S. Miller, et al.; Autophagy 6, 805 (2010)
Severe global cerebral ischemia-induced programmed necrosis of hippocampal CA1 neurons in rat is prevented by 3-methyladenine: a widely used inhibitor of autophagy: J.Y. Wang, et al.; J. Neuropathol. Exp. Neurol. 70, 314 (2011)
Inhibitors of phosphatidylinositol 3'-kinases promote mitotic cell death in HeLa cells: H. Hou, et al.; PLoS One 7, e35665 (2012)
Autophagy activation is associated with neuroprotection against apoptosis via a mitochondrial pathway in a rat model of subarachnoid hemorrhage: C.H. Jing, et al.; Neuroscience 213, 144 (2012)
3-Methyladenine induces cell death and its interaction with chemotherapeutic drugs is independent of autophagy: Y. Sheng, et al.; BBRC 432, 5 (2013)
The autophagic inhibitor 3-methyladenine potently stimulates PKA-dependent lipolysis in adipocytes: B.L. Heckmann, et al.; Br. J. Pharmacol. 168, 163 (2013)

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